Asymmetric acyloin condensation catalyzed by phenylpyruvate decarboxylase

被引:25
作者
Guo, ZW [1 ]
Goswami, A [1 ]
Mirfakhrae, KD [1 ]
Patel, RN [1 ]
机构
[1] Bristol Myers Squibb, Pharmaceut Res Inst, Proc Res & Dev, Proc Res,Enzyme Technol, New Brunswick, NJ 08903 USA
关键词
D O I
10.1016/S0957-4166(99)00548-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Cells obtained from growth of Achromobacter eurydice, Pseudomonas aromatica and Pseudomonas putida on L-phenylalanine containing medium catalyzed the enzymatic acyloin condensation of phenylpyruvic acid 1 and acetardehyde 2 by phenylpyruvate decarboxylase to produce 3-hydroxy-1-phenyl-2-butanone 3. The acyloin condensation by Achramobacter eurydice and P. aromatica was stereoselective, providing the 3R enantiomer 3a with enantiomeric excess (ee) of 95% and 84%, respectively. A partially purified enzyme was prepared from the cell free extract of Achromobacter eyrydice. The acyloin product 3a was obtained in 45% yield with an ee of 91% by using this partially purified preparation of phenylpyruvate decarboxylase. (C) 2000 Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:4667 / 4675
页数:9
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